2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID 3b3ea065-0def-4968-957b-6a560e4ae152
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)C)OC6C(C(C(C(O6)COC7C(C(C(O7)CO)O)O)O)O)O)C
SMILES (Isomeric) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)C)OC6C(C(C(C(O6)COC7C(C(C(O7)CO)O)O)O)O)O)C
InChI InChI=1S/C47H80O17/c1-22(2)10-9-14-47(8,64-42-39(58)36(55)34(53)27(62-42)21-59-40-37(56)33(52)26(20-49)60-40)23-11-16-46(7)31(23)24(50)18-29-44(5)15-13-30(43(3,4)28(44)12-17-45(29,46)6)63-41-38(57)35(54)32(51)25(19-48)61-41/h10,23-42,48-58H,9,11-21H2,1-8H3
InChI Key MYBAONSAUGZRAX-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C47H80O17
Molecular Weight 917.10 g/mol
Exact Mass 916.53955108 g/mol
Topological Polar Surface Area (TPSA) 278.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 0.61
H-Bond Acceptor 17
H-Bond Donor 11
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7395 73.95%
Caco-2 - 0.9034 90.34%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7487 74.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8028 80.28%
OATP1B3 inhibitior + 0.8885 88.85%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.6322 63.22%
P-glycoprotein inhibitior + 0.7691 76.91%
P-glycoprotein substrate - 0.7970 79.70%
CYP3A4 substrate + 0.7189 71.89%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9226 92.26%
CYP2C9 inhibition - 0.8642 86.42%
CYP2C19 inhibition - 0.9010 90.10%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.9012 90.12%
CYP2C8 inhibition + 0.6584 65.84%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5717 57.17%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9059 90.59%
Skin irritation - 0.5769 57.69%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7920 79.20%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.6885 68.85%
skin sensitisation - 0.8994 89.94%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.5610 56.10%
Acute Oral Toxicity (c) I 0.6698 66.98%
Estrogen receptor binding + 0.7889 78.89%
Androgen receptor binding + 0.7455 74.55%
Thyroid receptor binding - 0.5404 54.04%
Glucocorticoid receptor binding + 0.6837 68.37%
Aromatase binding + 0.6490 64.90%
PPAR gamma + 0.7718 77.18%
Honey bee toxicity - 0.5746 57.46%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9306 93.06%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.85% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.61% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.06% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 91.63% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.59% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.50% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.37% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.25% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.18% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.38% 95.50%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.03% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.90% 97.36%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.71% 96.61%
CHEMBL2996 Q05655 Protein kinase C delta 85.59% 97.79%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.83% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.54% 82.69%
CHEMBL2581 P07339 Cathepsin D 82.96% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.79% 94.45%
CHEMBL259 P32245 Melanocortin receptor 4 82.64% 95.38%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.04% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.79% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.73% 93.04%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.42% 96.90%
CHEMBL5028 O14672 ADAM10 81.23% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.10% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.06% 100.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.04% 95.83%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Panax ginseng
Panax japonicus
Panax notoginseng

Cross-Links

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PubChem 73157876
LOTUS LTS0115092
wikiData Q105174761